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I've been really frustrated over the past couple of years by VPN's disconnecting and leaking real IP's. It's never been a life or death issue for me, but it's plenty annoying and when I introduce people to the concept of a VPN or proxy and set them up with it I really want it to work without betraying them. I know that disconnects happen, especially when you've been connected for long periods of time. Can't change that. But is there some way to tell Windows, OS X, and/or Linux that "when this VPN [or proxy] gets disconnected I want you to disconnect from the Internet/Access Point and do not send any traffic unless I've reconnected?". Also, I'm wondering if it's possible to get some additional layers, like with a simple proxy chain. I've never heard of anyone getting a chain of VPN's to work, although I used to do VPS + VPN pretty easily. How about proxies + VPN? If I tell application X, like a torrent client or email program or whatever, to use this HTTP or SOCKS5 proxy while my OpenVPN is running then will the traffic going to application X pass through both the OpenVPN and proxy or will the proxy essentially operate independently of the VPN? What I mean is, normally the VPN knows your "real" IP as well as the server IP is assigns to you. The same is true of a SOCKS 5 or HTTP proxy. But can we make it where traffic goes from you to the VPN then from the VPN to the proxy, such that the proxy never sees your real IP and the external Internet never sees the IP of the VPN?